Purple Toast and Frank's Cock are great underground short films (anyone in the DS comms should be able to hook you up)

I thought Masterminds was a fun, fun movie...it's typical light fare (plus, Ollie is HOT)

Men with Guns is, um, hard to watch, but his character's aptly psychotic.

Suspicious River is VERY hard to watch, but it's brilliant...plus, Don S. Davis and Michael Shanks are in it :)

David Hewlett's movie The Life Before This has both CKR and Mrs. Paul Gross :P

Flower & Garnet and Falling Angels tend to blend together for me because they have the same feel, but both are fantastic.

And speaking of Callum, you should watch his season of Californication (this season).